Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Benzoyl chloride | HCID 7412 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 11465546 | HCID 11465546 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 12010730 | HCID 12010730 | 99.4% |
Reaction Steps
188 mg (0.40 mmol) of (−)-2-amino-2′-diphenylphosphinyl-1,1′-binaphthyl (the formula (1-1a-1)) was dissolved in 8 ml of methylene chloride, followed by the addition of 39 μl (0.48 mmol) of pyridine and 51 μl (0.44 mmol) of benzoyl chloride under 0° C. The reaction mixture was stirred at room temperature for 1.5 hours. To the reaction solution, 10 ml of saturated aqueous solution of ammonium chloride was added and extracted with 50 ml of methylene chloride. The extract was washed with 20 ml of brine, and then dried over anhydrous sodium sulfate. The solvent was evaporated under a reduced pressure. The residue was purified using a silica gel column chromatography (eluent: 1:1 mixture of ethyl acetate and hexane) to obtain 228 mg of the titled compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06515156B2 |
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| Source dataset | uspto-grants-2003_02 |
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| ORD ID | ord-56c52b90d7d84a0a9984416846b406e3 |
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| Source note | uspto-grants-2003_02 |
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